t try dropping the 2nd nap and see how he does? he used to wake up at 8:30, 1st nap around 11/11:15a, then 2nd nap at 4:30p then bedtime at 9:30p. now when i put him to bed at 9/9:15p, he sometimes does not actually sleep til 9:45p and then we have been going in at least once during the night most nights because he is crying and then he is awake anytime from 7:30a-8:30a. i feel like 9-10 hrs asleep